Synthesis of pyran annulated heterocyclic scaffolds: a highly convenient protocol using...
Ramesh, Rathinam; Lalitha, Appaswami
2014-12-13 00:00:00
A facile and rapid three-component synthesis of pharmaceutically diverse pyran annulated heterocycles has been developed via a one-pot condensation of aromatic aldehydes, malononitrile, and different enolizable C–H-activated acidic compounds in the presence of dimethylamine as a newer and effective organo-catalyst in ethanol under mild reaction conditions. Selectivity of various pyran derivatives depends on the structure of enolates. The present protocol has synthetic advantages of excellent yields in much shorter reaction times with no chromatography.
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Abstract

A facile and rapid three-component synthesis of pharmaceutically diverse pyran annulated heterocycles has been developed via a one-pot condensation of aromatic aldehydes, malononitrile, and different enolizable C–H-activated acidic compounds in the presence of dimethylamine as a newer and effective organo-catalyst in ethanol under mild reaction conditions. Selectivity of various pyran derivatives depends on the structure of enolates. The present protocol has synthetic advantages of excellent yields in much shorter reaction times with no chromatography.